2-Butenoic acid, 3-amino-, ethyl ester → Ethyl 2-methyl-4-phenyl-1,4-dihydropyridine-3-carboxylate

HRID 358588

Reaktionsgleichung

Reaktionsgleichung von HRID 358588
[C:1]1(/[CH:7]=[CH:8]/[CH:9]=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:11][C:12]([CH3:19])=[CH:13][C:14]([O:16][CH2:17][CH3:18])=[O:15]>C(O)C.N1CCCCC1>[CH3:19][C:12]1[NH:11][CH:9]=[CH:8][CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[C:13]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15]

Komponenten

5

Edukt 2

HCID 953082-Butenoic acid, 3-amino-, ethyl esterHCID 637511Cinnamaldehyde

Produkt 1

HCID 14652661Ethyl 2-methyl-4-phenyl-1,4-dihydropyridine-3-carboxylateAusbeute 72,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 8082PiperidineLösungsmittel

Versuchsvorschrift

(E)-3-Phenyl-2-propenal (13.8 ml, 0.11 mol) and ethyl 3-amino-2-butenoate (12.9 g, 0.1 mol) were dissolved in 150 ml of absolute ethanol containing 0.5 ml of piperidine. The mixture was heated under reflux for 18 hours followed by removal of the solvent under vacuum to yield 17.6 g of ethyl 1,4-dihydro-2-methyl-4-phenyl-3-pyridinecarboxylate as a brown viscous oil.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 18 hours
  3. customfollowed by removal of the solvent under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-42e9defa45784b289909b967b73d63bc
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US04997837

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